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$1,289,000
4 Beds 4 Baths Estancia At Windermere SubDv. 34786 Zip Code
Located in the prestigious town of Windermere, this exceptional Cannes floor plan offers an unparalleled blend of luxury, efficiency, and outdoor living. Situated on one of the largest lots in the community, this 4-bedroom, 3.5-bathroom residence showcases an expansive backyard oasis featuring a saltwater pool—heated by an energy-efficient heat pump—and a fully equipped summer kitchen, ideal for year-round entertaining. A private, gated courtyard welcomes you into a thoughtfully designed home where elegance meets everyday functionality. Off the foyer, a formal dining room sets the tone for refined entertaining. At the heart of the home, a chef-inspired kitchen opens seamlessly to the bright and airy family room and casual cafe dining area creating the ideal setting for both relaxation and gatherings. Expansive sliding glass doors lead to the covered lanai, offering a seamless transition to outdoor living. The luxurious owners suite features a spa-like bath with dual vanities, a walk-in shower, and a deep soaking tub. The oversized walk-in closet includes a hidden pass-through to the laundry room, enhancing everyday convenience. Adding to the homes appeal is its energy efficiency: Tesla solar panels and a Tesla Powerwall dramatically reduce or even eliminate monthly electric bills, offering both sustainability and long-term savings. Private secondary bedrooms ensures a comfortable retreat for your family and guests. Every detail of this residence has been carefully curated for refined living in one of Central Floridas most desirable communities.

1265 Estancia Woods Loop, Windermere

$2,400,000
5 Beds 7 Baths Reserve At Lake Butler SubDv. 34786 Zip Code
A one-of-a-kind French Provincial estate, "The Monet," was crafted by Master Custom Builder Castleworks in 2008 and has been updated a smart home for today’s buyers. This luxurious residence is situated on a rare corner lot within the prestigious gated community of The Reserve at Lake Butler Sound, featuring a 24-hour manned entrance, picturesque English garden parks, a lakeside gazebo, and a waterscape entry, promising an exclusive lifestyle of elegance and tranquility. The home features a front circular drive along with an additional side-entry driveway providing access to the two attached garages. Upon entering the loggia with groin ceiling, the home unfolds into an arched gallery and custom solid wood doors welcome you to the private study offering a stone fireplace and views extending to the covered terrace and open-air pool surrounded by lush tropical landscaping. The interior is adorned with exquisite details, from crown moldings to intricate coffered ceilings, polished stone floors, and stunning millwork. The heart of the home is the gourmet kitchen, a haven for culinary enthusiasts, equipped with a center island, custom cabinetry, and high-end Wolf and Sub-Zero appliances, including a six-burner gas range. The kitchen seamlessly flows into the family dining area and spacious great room, where French doors offer panoramic views of the crystal blue pool. The covered lanai, nestled within the colorful landscape, is a perfect retreat featuring a cozy fireplace and a well-appointed summer kitchen. From the owner's retreat vestibule, enter the intimate master suite, which opens to the covered terrace through double French doors. The opulent master bath is a sanctuary, boasting a whirlpool bath, walk-through shower, and a spacious wardrobe room. Completing the main level are a brick-lined wine cellar and the versatile fifth-bedroom suite with a full bath and walk-in closet. Ascend the dramatic stairway to the second-floor game loft, featuring custom built-in cabinetry, along with three additional bedroom suites, each with a private bath and walk-in closet. A secondary washer and dryer round out the features of the second floor. This residence is perfected with a side-entry driveway accessing the 2-car and 1-car garages, framed by a private brick paver motor courtyard. Completing the resort feel, the property offers a magnificent saltwater pool with a heated spa, surrounded by custom landscaped grounds. Experience the unparalleled luxury and timeless elegance of "The Monet," where every detail has been meticulously curated to offer a lifestyle of distinction and sophistication.

11106 Coniston Way, Windermere

$850,000
4 Beds 3 Baths Glenmuir 48 39 SubDv. 34786 Zip Code
SALE FELL THROUGH - BACK ON MARKET - THEIR LOSS - YOUR GAIN! Stunning 4 Bed, 3 Bath Pool Home in Gated Glenmuir! Located on a quiet cul-de-sac, this beautifully updated single-story home features a 2025 primary bath remodel with marble floors, modern tile shower, double vanity, and light-up mirror. The home features a thoughtfully designed split floor plan with 4 spacious bedrooms, a private office, and 3 full baths—each updated to complement today’s modern aesthetic. The heart of the home is the stunning, remodeled kitchen built for both function and style, flowing seamlessly into a large, open living area with views of your private backyard oasis. Step outside to enjoy the oversized screened lanai, sparkling pool, relaxing spa, and a newly fenced yard—ideal for entertaining or unwinding after a long day. Recent upgrades include newer HVAC, windows, doors, flooring, lighting, septic field, and more for peace of mind. Located just minutes from Disney, Winter Garden Village, and downtown Windermere, this home delivers lifestyle, location, and luxury. Don’t miss your chance—schedule your private tour today!

6321 Clearmeadow Court, Windermere

$875,000
4 Beds 4 Baths Summerport Ph 02 SubDv. 34786 Zip Code
Discover the charm of this water front, 4 bedroom 4 bath home located in the desirable Summerport community. This unique property is nestled upon the shores of Walsh Pond. Enjoy scenic water views while relaxing poolside on the spacious screen enclosed lanai, which is also great for entertaining. The interior features granite countertops, stainless appliances, crown molding, and Juliet Balcony, just to name a few. The media room boasts a large projection screen, Sony 4k SXRD projector, amplifier, built in speakers, and cozy power reclining seating. The community amenities include pool, fitness center, tennis courts, clubhouse, parks, dock, and walking paths. Conveniently located near theme parks, dining, and shopping.

14038 Bluebird Park Road, Windermere

$797,000
4 Beds 3 Baths Westover Club Ph 02 47/71 SubDv. 34786 Zip Code
Updated and Modern in the heart of Windermere, this well cared for pool home is now available in the highly desirable and gated Westover Club community. This chic home is a showplace of style with new custom luxury wood flooring, open concept floor plan with plenty of natural light, and a renovated kitchen with new imported stone countertops. The primary suite has beautiful views of the backyard and an attached office that is perfectly matched for privacy and functionality. Formal living and dining spaces offer distinctive areas for entertaining. The kitchen and family living areas are generously appointed. Four bedrooms with a 3-way split plan plus an office on the first floor and an upstairs movie theater/bonus room all make for the perfect family home. The downstairs guest room includes a pocket door that transforms the space into a private suite. Step outside to experience your beautiful OUTDOOR OASIS complete with extended lanai, screened patio, Salt Water/Solar Heated pool, and an expansive backyard that is the ideal space to enjoy time with family and friends. Must see in person to fully appreciate every detail of this immaculate home. Garage includes a 4-foot extension to house larger cars or a boat trailer. Roof replaced in 2016, New pool pump 2021. Westover Club is a quiet enclave of well-maintained homes lining streets of oak tree canopies, an on-site playground with basketball court, and the most sought-after schools in the area including top-rated Thornebrooke Elementary.

1932 Reed Hill Drive, Windermere

$1,701,000
5 Beds 5 Baths Reserve At Lake Butler Sound SubDv. 34786 Zip Code
Exquisite Luxury Living in Windermere’s Reserve at Lake Butler with Resort-Style Outdoor Oasis Welcome to this exceptional 5-bedroom, 4.5-bath estate in the highly sought-after Reserve at Lake Butler, one of Windermere’s premier gated communities. Situated on an expansive .75 acre lot, this 3,865 sq ft residence blends timeless elegance with modern luxury, offering a private retreat designed for elevated everyday living and unforgettable entertaining. Step through the grand entry into marble-floored living spaces, where soaring ceilings, abundant natural light, and thoughtful architectural touches set the tone for refined comfort. The formal living and dining rooms are ideal for elegant gatherings, while a private office offers the perfect space for remote work or quiet focus. At the heart of the home lies the chef’s kitchen, featuring quartzite countertops, a spacious center island, 42" custom cabinetry with crown molding, a Wolf appliance suite, gas cooktop, Sub-Zero refrigerator, and a large walk-in pantry. Adjacent to the formal dining area, a custom wine storage nook with dual-zone wine coolers and display shelving adds a refined touch. The primary suite is a luxurious sanctuary, featuring wood floors, a cozy fireplace, custom built-ins, automated window shades, and a beverage cooler. The spa-inspired en suite bath offers dual vanities with quartzite counters and custom cabinetry, a dedicated makeup station, a soaking tub, and a massive walk-in shower with dual heads and a rainfall feature. Two custom walk-in closets provide abundant and beautifully organized storage. This smart split floor plan ensures privacy for all: Bedrooms 2 & 3 share a Jack-and-Jill bath Bedroom 4 enjoys a private en suite A spacious 5th bedroom upstairs with walk-in closet and private bath makes an ideal guest suite, home gym, or media room Step outside to your own resort-style paradise. The sprawling covered lanai and pavilion feature: A heated salt water pool with sun shelf and in-water dining table Spa and Waterfall with 2 firepits Custom summer kitchen with grill and prep space and plenty of bar stools for enjoying the Florida lifestyle. Firepit seating area and outdoor dining with multiple TVs and speakers for year-round entertaining Additional Upgrades & Features: 2015 remodel of kitchen and all bathrooms 2019 extend pool lanai with Pavers and add summer kitchen, update pool and spa areas. New roof, windows, and doors in 2020 Wood floors in all bedrooms Whole-home sound system Vivint security, Nest thermostats, and Pentair pool automation Three-car garage with epoxy floors, cabinetry, ceiling racks, and bike storage All closets fully customized for functional, high-end organization Located in the heart of Windermere, close to top-rated schools, Butler Chain of Lakes, world-class golf, and minutes from Winter Garden Village and Orlando’s attractions, this estate offers luxury living at its finest—within one of Central Florida’s most exclusive communities. Don't miss this rare opportunity to own a fully upgraded showpiece home in the Reserve at Lake Butler. Schedule your private tour today.

6233 Rydal Court, Windermere

$1,350,000
5 Beds 4 Baths Keenes Pointe Unit 01 SubDv. 34786 Zip Code
Located in one of Windermere’s most sought-after guard-gated communities - Keene's Pointe, this beautifully updated 5-bedroom, 4-bath home offers the perfect balance of refined finishes and everyday functionality. Thoughtfully designed for how people live today, the main floor features both a spacious primary suite and a secondary bedroom—ideal for hosting, an office, or multigenerational living. Upstairs, you'll find three more bedrooms, loft, and a flexible bonus room. The heart of the home shines with wide 5" white oak flooring, designer lighting, an upgraded kitchen w/ an oversized island, quartz counters, stainless appliances, and a custom fireplace feature wall. The primary suite has been fully refreshed, offering a private escape with direct lanai access and a spa-inspired bath. Step outside onto one of the rarest area features. A large yard—offering endless possibilities with a covered pool, ample yard space, and privacy. Additional features include an oversized 3-car tandem garage with EV charging outlet and a large laundry room. Keene's Pointe residents have access to the Butler Chain of Lakes, miles of scenic trails, pocket parks, and year-long community events. All interwoven between the Golden Bear Golf Club. Just 15 minutes from Walt Disney World, but tucked away for maximum privacy. Move-in ready homes with this kind of space and style rarely come to market—don’t miss your chance to enjoy it all.

11425 Claymont Circle, Windermere

$3,975,000
4 Beds 5 Baths Bayshore Estates SubDv. 34786 Zip Code
Over 150 feet on Lake Down provides panoramic views of what is arguably the cleanest of the Pristine Butler Chain of Lakes with a white sand beach and crystal clear water it will be like having your own resort in the backyard..Bayshore Drive is a rare and exclusive peninsula with grand oaks lining the paved road providing that “Old Florida” feel - plenty of shade for the perfect place to exercise and enjoy a walk or bike ride..Positioned on the North side of Windermere traffic is light making it easy to get to the Turnpike, 408 or the 429 saving you precious time for trips to the Airport or commutes into Downtown Orlando..This 2013 Parade of Homes Favorite “The Nantucket” is the perfect floorplan for anyone looking for a 1 story open floorplan having 4 full Suites-Separate Office with paneled walls and built in cabinetry, expansive Kitchen, Massive Pantry and Dining Room with 2 separate interior entertaining areas and a huge exterior covered screened porch overlooking the lake and pool that includes a TV, fireplace and BBQ system that will make the Grill Master smile..The home is designed to allow natural light to pour in without the direct heat from the sun..The Primary Suite truly feels like a resort spa with a soaking tub having a corner view of the lake, 2 large walk in closets, Spacious Shower with multiple heads, 2 Vanities with custom designed mirrors, the Bedroom has a nearly 180 degree unobstructed view of the lake with the most dramatic sunrises that will inspire and stir your soul..The attention to detail from the Reclaimed Brick on the front porch, Stacked Stone on the paneled columns, Herringbone Hand Scraped Oak Entry flooring, Tongue & Groove Ceilings, Tray Ceilings and Crown Moulding, 24 ft wide & 10 ft tall Pocket Glass Doors & 10 ft tall Corner Glass Sliding Pocket Doors open to the nearly 1,200 Sq Ft Covered Porch, Hand Hewn Beams in Family & Game Rooms, The Expert Carpentry Craftsman that installed the wall paneling and created the custom built shelving for closets and entertainment centers, Niches properly placed throughout to maximize the storage and open hallways, The timeless Kitchen is designed for the Gourmet Chef that likes to entertain having a large island with prep sink and plenty of seating for friends, Farmhouse Sink overlooking the lake, Stainless Wolf 6 Burner Natural Gas Cooktop with a custom Range Hood, Stainless Wolf Double Oven & Microwave, Stainless Sub-Zero Freezer/Fridge that backs up to the Massive Pantry and a 2nd Office, large Laundry area and Mudroom that has direct access to the Garage, Retractable Porch Screens with the tracks hidden inside the columns & ceiling, Even the Boathouse has upgraded Decking, Paneled Columns, Tongue & Groove Ceiling with Crown Moulding & Recessed Lighting..The backyard is large enough to have a football or soccer game with the kids or get competitive in the front yard on the Basketball or Pickle Ball Court..The positioning of the home offers incredible privacy without any of the Neighbors homes having a view of the pool area or Summer Kitchen..The “Car Guy” will love 4 separate garages with plenty of room for 4 Cars/Trucks & additional space for a workshop..The Town of Windermere is a charming and quaint community offering seasonal events & Food Trucks, Friday Farmer’s Markets, and soon to have an Italian Restaurant, Wine Club and Ice Cream Parlor joining the existing Café and Brewery making the “downtown” even more inviting..Must See this unique home

10845 Bayshore Drive, Windermere

$900,000
4 Beds 3 Baths Glenmuir 48 39 SubDv. 34786 Zip Code
Welcome to your dream home in the highly sought-after gated community of Glenmuir in Windermere! This beautifully renovated residence features a meticulously designed interior with luxury vinyl flooring, a stunning gourmet kitchen, and an open-concept layout that effortlessly blends comfort and style.Working from home is a dream in the bright, naturally lit office, which is not shown in the listing photos. Step through the sliding glass doors into your private backyard oasis—complete with a fully enclosed pool and spa, spacious patio complete with marble pavers, and lush landscaping—perfect for entertaining or relaxing under the Florida sun. The backyard also offers mature mango, avocado, and peach trees, offering a true taste of paradise. Glenmuir is known for its elegant tile-roof homes, expansive manicured lawns, and wonderful community amenities, including a park, basketball court, and playground. Conveniently located near top-rated public schools, Windermere Preparatory School, and just minutes from popular shopping and dining destinations, this home offers the ideal blend of luxury, location, and lifestyle.

6426 Montclair Bluff Lane, Windermere

$1,300,000
6 Beds 5 Baths Gotha Town SubDv. 34786 Zip Code
One or more photo(s) has been virtually staged. NO HOA & $170,000 UNDER APPRAISED VALUE! Incredible Opportunity in the Heart of Windermere, FL! Don’t miss this luxurious 6-bedroom, 5-bathroom estate with 5,511 sq. ft. of beautifully designed living space — now listed $170,000 below appraised value for a quick sale! Situated on a 0.49.acre lot with NO HOA restrictions, this property offers unmatched freedom, space, and elegance. Property Highlights: • Open-concept design with soaring ceilings and luxury finishes throughout. • Two full kitchens, including an upstairs kitchenette for added convenience. • Hardwood and ceramic tile flooring, coffered ceilings, wet bar, two fireplaces, and more. • Lavish primary suite with direct patio access, spa-style bathroom, soaking tub, walk-in shower, and a massive custom closet. • Each additional bedroom has a private en-suite bathroom—perfect for family or guests. Outdoor Oasis: Enjoy your own private retreat featuring: • Resort-style swimming pool • Spacious fenced-in patio • Lush, landscaped backyard ideal for entertaining, relaxing, or family fun. Prime Location: Nestled in one of Windermere’s most sought-after neighborhoods, you’ll be just minutes from: • Top-rated schools • Shopping, dining, and entertainment • Florida’s beautiful lakes and parks ? This is a rare opportunity—schedule your private tour today!

1502 Hempel Avenue, Windermere

$900,000
Reserve At Windermere SubDv. 34786 Zip Code
Final Opportunity – Last Lot Available in The Reserve at Windermere! Build your dream home in the exclusive community of The Reserve at Windermere with acclaimed custom builder Element Home Builders. This final remaining homesite of 8 offers a rare opportunity to craft a one-of-a-kind luxury residence in one of Central Florida’s most prestigious neighborhoods. Surrounded by the natural beauty of the Butler Chain of Lakes and the charm of Windermere’s quaint, Southern-style downtown, this premium lot provides the ideal setting for elegant, personalized living. Element Home Builders is renowned for creating custom homes where beauty, innovation, and functionality come together seamlessly. Each residence is thoughtfully tailored to reflect the unique lifestyle, dreams, and needs of its owners. From lush landscaping to distinctive architectural design, every detail showcases quality craftsmanship, comfort, and timeless value. Residents enjoy convenient access to top-rated schools, championship golf courses, boutique shopping, and lakeside recreation—all within a peaceful, private setting. Don’t miss your chance to be part of this exceptional community. This is the last lot available—a truly rare offering to design and build your custom home with one of the area’s most respected builders. Contact us today for more information and to begin planning your dream home in The Reserve at Windermere.

2504 Windermere Reserve Court, Windermere

$3,250,000
5 Beds 7 Baths Isleworth SubDv. 34786 Zip Code
Nestled at the end of a quiet cul-de-sac on 1.15 acres within the renowned Isleworth Golf & Country Club, this exceptional residence offers refined luxury, thoughtful design, and exceptional grounds designed for outdoor enjoyment all year round. Featuring five bedrooms, six full bathrooms, and a powder room, the home spans more than 6,300 square feet, with lovely architectural style and beautifully appointed interiors. The stunning great room is a true centerpiece, featuring soaring cathedral ceilings, exposed wood beams, and abundant natural light. Formal living and dining rooms provide ideal spaces for entertaining, while the chef’s kitchen boasts granite countertops, white cabinetry, and high-end Bosch and Sub-Zero appliances. The primary suite is a serene retreat, featuring a luxurious en-suite bath and direct access to the pergola and pool for seamless indoor-outdoor living. Upstairs, a versatile bonus room offers flexible space for a yoga studio, home gym, game room or creative retreat, complemented by a stylish loft office perfect for work-from-home needs. Step outside to discover the expansive backyard complete with modern pool is surrounded by low-maintenance artificial turf, expansive lanai spaces for alfresco dining, and multiple seating areas ideal for gatherings or quiet relaxation—all framed by a vast, fenced yard. This extraordinary home offers both comfort and sophistication in a community renowned for its golf, amenities, and lifestyle. A rare opportunity to live luxuriously in a premier setting.

9743 Chestnut Ridge Drive, Windermere

$4,100,000
5 Beds 7 Baths Chaine Du Lac SubDv. 34786 Zip Code
From the moment you arrive, this home makes a statement. Meticulous architectural details like rafter tails, handcrafted corbels, and a bell cast roof flare immediately set the tone for the craftsmanship within. Subtle soffit LED lighting and artfully placed landscape lighting create an evening ambiance that feels both welcoming and cinematic. Step through the grand double doors and enter a space where every element has been thoughtfully curated. To your left, a formal dining room glows with natural light from expansive front-facing windows. A striking feature wall, adorned with elegant mirrors, leads your gaze to the temperature-controlled wine room—clad in modern stacked stone with floating glass wine displays that blur the line between function and art. The nearby powder room is a design moment in itself, featuring a chevron accent wall and Restoration Hardware vanity. Just beyond, the private office showcases custom built-ins and dual barn doors that open directly to the pool and lanai. In the great room, 14-foot ceilings soar overhead, finished with tongue-and-groove paneling and painted wood beams for an airy yet grounded feel. The chef’s kitchen is a dream realized, complete with a waterfall island, bespoke hood, and premium Wolf and Sub-Zero appliances—including a 48” cooktop with six burners, griddle, and double ovens. Floating ceilings with modern track lighting and a hidden pantry with custom shelving round out the space. The game room is built for both play and entertainment, functioning as a movie theater and billiards lounge with massive cornerless sliders that open to a 2,000-square-foot covered lanai. Equipped with a summer kitchen, fireplace, and power screens for privacy, this outdoor retreat blurs the line between indoors and out. Your primary suite is a sanctuary of sophistication. Generously sized and bathed in natural light, it opens directly to the pool area. A built-in breakfast bar with Meile coffee system and sink brings café-level comfort to your morning routine—no slippers required. The ensuite bath rivals a luxury spa with floating vanities, oversized porcelain tile, soaking tub, and a spacious walk-in shower that extends to a private outdoor shower surrounded by a privacy wall. The expansive custom closet with tall ceilings offers both elegance and organization. Outside, the backyard is designed for leisure and connection. A sparkling pool with sun shelf, built-in hot tub, and cozy fire pit invite relaxation, while the lush surroundings offer space to breathe and play. Completing this incredible estate is a 1,100-square-foot guest casita—ideal for long-term guests or multigenerational living. With a living area, kitchenette, large bedroom, and walk-in shower, it's a fully equipped retreat overlooking mature oaks and vibrant landscaping. Smart home features abound, including over $200,000 in integrated audio/video systems, motorized shades, and custom drapery—all seamlessly controlled at your fingertips. This is more than a home—it’s a statement of style, comfort, and intention. Come experience the lifestyle you’ve always imagined.

3428 Chaine Du Lac Boulevard, Windermere

$3,200,000
5 Beds 7 Baths Reserve At Windermere SubDv. 34786 Zip Code
Pre-Construction. To be built. Element Home Builders is a beautiful modern farmhouse-style home that is a real showstopper. It offers 5 beds, 5 full baths, 2 half baths, an office, a loft, a game room, a pool, and an oversized 3-car garage with a above garage apartment. Upon entering the home, your eyes will immediately be drawn to the one-light sliding door that invites your eyes directly into the pool area, giving it a completely open feeling to the outdoors. The family room flows effortlessly into the dining room and kitchen. Beautiful custom cabinetry, stainless steel appliances, and quartz countertops wrap around the kitchen, making it feel like you want to spend all your time in that space. This floor plan effortlessly leads you to the game room from the kitchen through the double doors to find your retreat. The game room offers large sliding doors and opens beautifully to the back porch with a summer kitchen and fireplace for all your entertaining needs. The office is charming with French doors that lead to its own side porch. The master suite offers all the amenities you'd want in a master suite. It has a large master bathroom with a shower, a free-standing tub, and a large master closet that's larger than most bedrooms. It also had access to the office from the master. This home was made for making memories with your loved ones!

2505 Windermere Reserve Court, Windermere

$3,100,000
4 Beds 4 Baths Metcalf Park Rep SubDv. 34786 Zip Code
Under contract with contingencies and Backup Offers will be reviewed. Welcome to luxury on Lake Butler Blvd with stunning Wauseon Bay views. This estate spans nearly an acre of landscaped grounds, ideal for relaxation and entertainment. The property features a secondary oversized, air-conditioned garage that could be converted into a guest suite. The main home is a custom-built residence with high ceilings, new wood flooring and expansive lake-view windows. The first-floor primary suite offers a private sitting area and spa-like bath, with an additional bedroom suite on the second floor and two additional guest rooms with access to the hall bathroom. Ideal for entertaining, the formal dining room flows between formal living room and gourmet kitchen. The renovated kitchen is open to both the family room and a perfectly placed breakfast nook with views of the sparkling pool. Rounding out the features of the interior, this home offers first floor laundry room, mid floor storage room and second floor loft with balcony. Outdoors, enjoy a travertine lanai, pool deck, private beach and spacious dock with a sitting room and boat lift. Located in Downtown Windermere, this is tranquility on the Butler Chain of Lakes.

11018 Lake Butler Boulevard, Windermere

$3,840,000
4 Beds 7 Baths Keenes Pointe 46/104 SubDv. 34786 Zip Code
Welcome to 9253 Tibet Pointe Circle in the beautiful 24-hour gated/guarded community of Keene's Pointe in Windermere, Florida. This elegantly timeless JR Watson custom-built mediterranean style home located on over 224 feet of lake frontage on Lake Tibet of the Butler Chain of Lakes, offers a functional and spacious floor plan to accommodate any buyer. Entering the drive up to the courtyard is a 4-car garage and inviting entrance with wood and glass arched doors. The formal living room with gas fireplace and private dining room pave the way to the kitchen with large breakfast bar, island, walk-in pantry and high end appliances, overlooking the great room with wood beamed ceiling and sliding pocket doors, as well as a wet bar, wine cellar and spacious laundry and mud area. On the other side is the private primary suite with large walk-in closet and spacious primary bath, as well as a functional office with built-ins and wood beamed ceiling. The second floor boasts a bonus area half way up the wood and iron staircase, perfect as a media or exercise room or additional office or hobby room. At the top of the stairs is an open area with built-in desks for study time, three spacious en-suite bedrooms and a game room with wet bar that opens up to the balcony overlooking the back yard and lake. Perfect for entertaining the 10 ft. multi slide pocket doors in the family room open up to the lanai to create a seamless transition between indoor and outdoor space to the outdoor lanai large enough for another complete living area with summer kitchen and its own gas fireplace overlooking the pool with rock waterfall and spa. Just outside the screened enclosure is the fire pit with an abundance of seating, fenced back yard and walk way to the boat dock. This home boasts 12 ft. ceiling throughout with exquisite architectural details, and has been lovingly attended to with new sod, new pool equipment, smart home features such as Sonos, Lutron lighting, MyQ, smart thermostats, security and camera systems, updated AC units, newer Sub Zero and Wolf appliances, hardwood flooring, plantation shutters, and much more! Conveniently located to top-rated public and private schools, shopping, dining, expressways and tourist attractions. This beautiful lakefront estate is priced to sell, call today for your private viewing.

9253 Tibet Pointe Cir, Windermere

$835,000
4 Beds 3 Baths Manors At Butler Bay Ph 02 SubDv. 34786 Zip Code
**WINDERMERE DREAM HOME ALERT -- MANORS AT BUTLER BAY** **OVER 1/2 ACRE LOT** **DEEDED BUTLER CHAIN OF LAKES RAMP & ACCESS** **PRIVATE POOL & SPA** **FOUR BEDROOMS + THREE FULL BATHS + OFFICE SPACE -- ALL ON ONE LEVEL** **WOOD FLOORING** **LOW HOA** Welcome to your Windermere Dream Home…located in the highly desired (and rarely available!) quaint community of THE MANORS at Butler Bay. This very special community of less than 100 homes offers its residents an incredible LIFESTYLE…well-built custom homes on large private lots (rarely found these days!) + HIGHLY DESIRED SCHOOLS including walkable (or golf cart!) to Windermere Elementary + walk or bike or golf cart to Downtown Windermere for coffee, brunch, pizza, shopping, Friday farmer’s market, brand new ACE Hardware and various festivals & events + PLUS property ownership includes deeded lake access & private boat ramps for the famed Butler Chain of Lakes via the Town of Windermere as well as private access to Windermere tennis courts & park. Starting with beautiful curb appeal and a welcoming front entry, this home was recently painted (whole exterior - May 2025) and is located on a PREMIUM lot measuring over ½ acre with HUGE backyard space. Fantastic & FLEXIBLE open floor plan with a grand foyer entry, high ceilings and FOUR bedrooms on a three-way split plan plus THREE full bathrooms (including pool bath access) and an additional office or flex space…all on ONE level. Beautiful wood flooring throughout all living spaces (carpet only in secondary bedrooms). Custom crown molding and wood work. Live the Florida lifestyle OUTDOORS in your private pool, spa & patio OASIS…peace, privacy & serenity right at home. Exterior Paint (May 2025). Water Heater (Feb 2025). Roof (2016). HVAC (Trane - May 2015). Enjoy lots of space for storage or workshop in this deep garage measuring 20’ x 29’ and an extra long driveway for ample parking space. The PERFECT location -- tucked away from it all yet conveniently located to grocery, shopping, dining, medical in every direction (Windermere, Maguire Road, Winter Garden, Dr. Phillips). Easy access to major highways & roadways for easy commute & travel to anywhere in Central Florida & beyond. Enjoy living just NINE (9!) miles to Walt Disney World, EIGHT (8!) miles to Universal Studios and just twenty-one (21!) miles to Orlando International Airport. WELCOME HOME!

2538 Carter Grove Circle, Windermere

$1,230,000
4 Beds 3 Baths Keenes Pointe SubDv. 34786 Zip Code
Keene’s Pointe offers exceptional variety, with values that reflect each home’s design and level of renovation. This fully updated 4-bedroom, 3-bath home has been carefully reimagined and is now competitively priced to meet current market realities. The seller is motivated and ready to collaborate with buyers for a smooth closing. Completely renewed in 2024, among many designer upgrades, this turn-key residence offers a NEW ROOF, NEW HVACs, NEW WATER HEATER, NEW Exterior Paint. The designer gourmet kitchen features Café appliances, quartz counters, lots of storage and a large island, while the gorgeous primary suite provides spa-like comfort with a soaking tub and frameless shower. Elevated design decisions throughout the home. A Private glassed Den is a highlight of this home's natural light and smart space usage. Enjoy a sparkling pool, screened lanai, and lush landscaping within the guard-gated elegance of Keene’s Pointe—home to the Golden Bear Club, golf, tennis, fitness, dining, and private lake access. Zoned for top-rated schools Windermere Elementary, Bridgewater Middle and Windermere High School and nearby is the #1 Private School in Central Florida - Windermere Prep. Close to Disney, I-4 and the 429, traveling through Central Florida is a breeze. This residence offers more than a home—it offers the promise of a life beautifully lived in one of Central Florida’s most cherished communities.

11721 Camden Park Drive, Windermere

$1,630,000
3 Beds 2 Baths Lake Butler Estates SubDv. 34786 Zip Code
Nestled on one of Windermere’s most desirable streets, this charming home offers a rare opportunity to enjoy small-town living on a beautifully wooded one-acre lot. The property features a welcoming covered entry with double doors that open into a light-filled foyer and spacious family room with soaring vaulted ceilings and a cozy wood-burning fireplace. The open-concept kitchen includes a large center island and ample space to prepare gourmet meals. Enjoy the Florida lifestyle year-round from the screened-in lanai overlooking the serene, tree-lined backyard. Additional highlights include a side-entry 2-car garage and a detached private workshop or storage building with electricity—perfect for hobbies, home projects, or extra storage. As a resident of the Town of Windermere, you'll enjoy exclusive access to two private boat ramps on the Butler Chain of Lakes, six lighted tennis courts, multiple parks and playgrounds, frisbee golf, and scenic lakefront beaches. The town also hosts vibrant community events including weekly farmers markets, monthly food truck nights, and seasonal festivals. Zoned for top-rated schools and just minutes from world-class golf, premier shopping and dining, hospitals, and Central Florida’s renowned theme parks, this home offers the best of both serenity and convenience. Schedule your private showing today and discover the charm and lifestyle that only Windermere can offer!

11923 Lake Butler Boulevard, Windermere

$1,400,000
4 Beds 3 Baths Lake Cawood Estates SubDv. 34786 Zip Code
One or more photo(s) has been virtually staged. * UNDER CONTRACT & ACCEPTING BACK UP OFFERS * Fully renovated luxury home in Gated Lake Cawood, prime Windermere location! This stunning four-bedroom, three-bath estate—complete with a spacious bonus room—offers a blend of luxury, comfort and location. On a full acre in the exclusive gated community of Lake Cawood, just across the street from Windermere High School, this home has been completely updated with every detail carefully curated to deliver a move-in-ready experience. From the moment you arrive, you’ll notice the impeccable craftsmanship and thoughtful upgrades throughout. Inside, engineered hardwood flooring flows seamlessly through the living spaces, complemented by elegant crown molding and custom hardwood cabinetry in the kitchen and baths. The home’s open layout is ideal for everyday living and entertaining, enhanced by a new summer kitchen, a state-of-the-art surround sound system installed indoors and outdoors, and a bright, freshly painted interior. Major updates include a new roof, two new air-conditioning units and custom double-pane windows throughout, all adding long-term value and efficiency. The exterior has also been transformed, featuring new paint, new pavers along the driveway, walkways, pool deck, fire pit and backyard, as well as new front and rear doors. The private, resort-style backyard is fully fenced and includes a resurfaced pool with a new pump, offering an oasis for relaxation and outdoor gatherings. Security and functionality are equally prioritized with a top-of-the-line alarm system complete with eight exterior cameras, a newly installed larger propane tank, and a three-car garage outfitted with epoxy flooring and a built-in storage system for optimal organization. Ideally just minutes from the best shops and dining in Windermere and Winter Garden, and less than 10 minutes from Walt Disney World, this meticulously updated home combines the best of Central Florida living with timeless design and modern comfort. Priced below appraisal.

13710 Lake Cawood Drive, Windermere

$1,870,000
5 Beds 6 Baths Keenes Pointe SubDv. 34786 Zip Code
Experience luxury, comfort, and timeless design in this spacious 5-bedroom, 5.5-bathroom pool home with an office, game room loft, and over 4,350 square feet of beautifully appointed living space. Perfectly positioned in the sought-after, guard-gated community of Keene’s Pointe, this residence offers privacy, prestige, and picture-perfect views. Step inside to an open-concept floor plan that flows effortlessly from room to room, filled with natural light and elevated finishes. The family room is the showstopper, featuring soaring double-height ceilings accented by rich wood beams and overlooked by a charming Juliet balcony from the upstairs loft—creating a dramatic yet welcoming sense of space. The gourmet kitchen opens seamlessly to the main living and dining areas, making it ideal for both casual gatherings and upscale entertaining. The main floor also includes a serene primary suite with a spa-inspired bath, custom closet, and private patio—perfect for quiet mornings or evening unwinding. A second en suite bedroom on the main level offers a private haven for in-laws or long-term guests, while a third en suite upstairs is ideal for a nanny, college-aged child, or extended family. Two more bedrooms and a spacious game room loft round out the upper level. Outside, a true backyard retreat awaits. A sparkling pool and spa overlook a peaceful pond, with enough space for lounging, dining, and entertaining under the stars. From the back yard, you can even catch breathtaking views of space shuttle launches. And from the front balcony? You’ll enjoy a magical nightly show as Disney’s fireworks light up the sky. Located just steps from the Golden Bear Club and its Jack Nicklaus-designed golf course, and minutes from top-rated schools, Winter Garden Village, and major attractions—this home offers the perfect blend of elegance, functionality, and lifestyle. Welcome to 6149 Blakeford Drive, where every day feels like a luxury vacation in the heart of Windermere.

6149 Blakeford Drive, Windermere

$830,000
5 Beds 4 Baths Whitney Isles At Belmere SubDv. 34786 Zip Code
Welcome to luxury living in the highly desirable gated community of Belmere, located in Windermere. This beautifully upgraded 5 bedroom, 4 bath pool home offers the perfect blend of elegance, comfort, and functionality. Featuring new luxury vinyl flooring, upgraded appliances, and an open concept split floor plan, the home is flooded with natural light that enhances its spacious and inviting atmosphere. The kitchen includes granite countertops, a breakfast bar, window backsplash, and dining space overlooking the private screened in pool. Backyard is complete with French doors and no rear neighbors. The main floor offers three bedrooms, including a luxurious primary suite with pool access, dual vanities, a large walk in shower, and garden tub. A guest bedroom on the first floor ensures convenience for visitors, while the second floor includes two additional bedrooms, full bath, and a versatile loft space, perfect for a home office, gym, or playroom. The community has an array of resort style amenities including a pool, clubhouse with a fitness center, tennis courts, volleyball area, playground, and scenic lake views. Ideally located just minutes from the charming cobblestone streets of Downtown Windermere and with easy access to major highways, attractions, shopping and more. Schedule a private showing today!

1638 Whitney Isles Drive, Windermere

$1,000,000
5 Beds 4 Baths Windermere Downs 1st Add SubDv. 34786 Zip Code
One or more photo(s) has been virtually staged. Welcome to 1947 Broadleaf Court – a beautifully maintained 5-bedroom, 3.5-bath home located in the highly sought-after Windermere Downs community. Nestled on nearly half an acre in a peaceful cul-de-sac, this spacious 3,646 sq ft residence offers the perfect blend of comfort, elegance, and Florida lifestyle. Step inside to discover a light-filled interior with a flowing floor plan, ideal for both everyday living and entertaining. The updated kitchen offers serene views of the private screened-in pool. Whether you’re looking for a home office, playroom, or in law suite offering it's own entrance, the flexible living areas adapt to your needs. A new roof in 2025 ensures peace of mind, while the three-car garage provides generous storage for your vehicles and gear. Living in Windermere Downs means enjoying exclusive deeded access to the Butler Chain of Lakes, perfect for boating, fishing, and enjoying the outdoors. Community amenities include a private boat ramp, dock, sandy beach area, tennis courts and playgrounds. Set in a town renowned for its top-rated schools and vibrant community, this home also offers convenient access to major highways, parks, shopping, and dining—everything Central Florida has to offer. Lovingly maintained over the years, this home is ready for its next chapter.

1947 Broadleaf Court, Windermere

$1,475,000
5 Beds 5 Baths Keenes Pointe SubDv. 34786 Zip Code
Welcome home to an enviable Florida life in one of SW Orlando's most desirable neighborhoods! Opportunity awaits in the highly coveted, guard gated community of Keene's Pointe. Redefine Florida living in this masterfully designed, expansive W J. Sauerwine 5 bedroom, 5 bath plus office pool home, which sits on nearly 1/2 acre with no rear neighbors. Spanning nearly 4,000 square feet of living space, the home offers uncompromised views of Tibet Butler Nature Preserve on every level. This home welcomes with generous formal areas, featuring towering ceilings, new flooring, crown molding and breathtaking views of the nature beyond. A private office, with custom details, french doors and generous storage and full pool bath, with new vanity, flanks the formal areas. The open kitchen combines high-end details such as custom cabinetry and a walk-in pantry with stainless appliances including a Thermador refrigerator and brand-new wall-oven and microwave (ovens pictured have been replaced). A first-floor primary retreat is sprawling and features custom details, motorized window treatments, a custom closet, spa-like bathroom and direct access to the lanai. Three generously-sized bedrooms complete the first floor, each with direct bathroom access and copious storage. Upstairs, an additional bedroom with private bath, closet and its own A/C unit works perfectly for guests or can be used as a theater or bonus room. Enjoy the BEST of Florida living from your own backyard! A screened lanai, with travertine and new tongue-and-groove ceiling, features a large recently resurfaced pool, spa, new summer kitchen, surround sound and open entertaining areas. Just beyond the screen, take advantage of one of the most private lots in the entire community offering you a large green backyard with abundant privacy! Your rear neighbor is the Tibet Butler Nature Preserve, allowing you to enjoy all the natural beauty of Florida right from your home. Peace of mind features include: a sprinkler well , new windows on the second floor and in the rear bedroom, new pool heater, automated sprinkler system, new security system, new AC (second floor 2020), and epoxy floor in the garage. Life in Keene’s Pointe features guard-gates, lake access, community playgrounds and so much more. If you want even more, you can join the Golden Bear Club for golf, tennis, swimming, fitness center and dining…just a short golf cart ride or walk away. All of this, just minutes from Orlando's world class attractions, fine dining and the BEST of Florida living. Come start living today!

8475 Eagles Loop Circle, Windermere

$934,500
5 Beds 4 Baths Westover Reserve Ph 02 SubDv. 34786 Zip Code
Welcome to luxury living in the distinguished, gated community of Westover Reserve in Windermere. This custom-built estate home has been meticulously maintained and thoughtfully upgraded, blending timeless elegance with modern convenience. At the heart of the home is a brand new, custom kitchen (2024), showcasing 42” cabinets with crown molding, stunning quartz countertops, a double oven, an expansive island, abundant cabinetry, and a beautifully tiled backsplash—crafted for both function and entertaining. The open kitchen and family room layout offers a seamless flow, perfect for gatherings, and features a cozy gas fireplace that adds warmth and charm to the space. The formal dining room is enhanced by an elegant coffered ceiling, perfect for hosting special occasions. Throughout the main living areas, you’ll find luxury wood-look porcelain tile flooring, offering durability with high-end style. Rich wood flooring adds warmth and character to the staircase, private office, and upstairs bonus room, creating an elevated yet comfortable feel throughout the home. The spacious primary suite and cabana pool bath both feature custom shutters, adding a refined finishing touch and enhancing privacy and light control. Additional notable upgrades include a new roof (2018), a full exterior repaint (2021), a main A/C system replaced in 2022, and a Jandy-brand hot tub heater installed in 2022. Step outside into your own private retreat featuring a sparkling pool and generous covered seating area—perfect for relaxing or entertaining year-round. The Jack and Jill bathroom was fully renovated in 2022, with beautiful new cabinetry, quartz countertops, stylish mirrors, and a modern walk-in shower. Located near top-rated schools, major highways, and within 30 minutes of Orlando’s world-class theme parks and attractions, this exceptional home offers not only luxurious design and quality craftsmanship, but also unbeatable convenience and lifestyle. Don’t miss your opportunity to own this one-of-a-kind Windermere estate.

2046 Westover Reserve Boulevard, Windermere

$1,450,000
4 Beds 4 Baths Keenes Pointe SubDv. 34786 Zip Code
Waterfront Luxury in Keene’s Pointe – Fully Renovated & Priced to Move Welcome to resort-style living in one of Windermere’s most exclusive 24/7 guard-gated communities. Set on a quiet cul-de-sac with peaceful lake views, this bold, fully renovated masterpiece in Keene’s Pointe blends timeless elegance with modern design—and it’s move-in ready. Inside, you’ll find high-end imported cabinetry, a chef’s kitchen with an oversized quartz island, Italian gas range, wine cooler, and designer lighting throughout. Remote-controlled shades open to reveal sweeping lake views that frame the open-concept living space. Outside, entertain or unwind in your private paradise: a jetted spa, resort-style pool, covered lanai, and dramatic waterfall fire bowl—all set against a shimmering lake backdrop. Additional features include marble-tiled bathrooms, a newer roof (2021), and meticulously selected upgrades in every room. This home offers more than beauty—it’s part of a lifestyle. Keene’s Pointe features private lake access, a Jack Nicklaus golf course, boat/RV storage, and optional Golden Bear Club membership with tennis, fitness, dining, and more. Plus, you’re minutes from A-rated schools, upscale dining, and boutique shopping. Opportunities like this are rare—schedule your private showing today before it’s gone. "All Furniture excluded from sale; negotiable separately!!

8430 Woburn Court, Windermere

$1,600,000
5 Beds 5 Baths Keenes Pointe SubDv. 34786 Zip Code
One or more photo(s) has been virtually staged. LIVE IN KEENE'S POINTE FOR UNDER $300 A SQ FT!!! PRICE REDUCED $100K!!! $50K SELLER CREDIT!!! Currently the LOWEST PRICE per sq ft in Keene’s Pointe for sale this home screams VALUE!!! This 5BR/4.5BA Goehring & Morgan estate blends timeless craftsmanship with resort-style living in one of Central Florida’s most prestigious guard-gated communities. Features include custom millwork, gourmet granite kitchen, formal living/dining, theater room, two game rooms, and a spacious first-floor primary suite. Enjoy a screened pool with summer kitchen, gazebo, and pond views. Walk to The Golden Bear Club golf, dining, and tennis. Minutes to charming Downtown Windermere on Main Street, upscale shopping/dining at The Grove in Winter Garden, and just a short drive to Walt Disney World….THIS IS HOME!!! ***Roof 2022, HVACs 2018/2020, Brand New Hot Water Heaters.

6161 Blakeford Drive, Windermere

$1,450,000
4 Beds 3 Baths Keenes Pointe SubDv. 34786 Zip Code
Welcome to the exclusive gated golf community, Keene’s Pointe! Overlooking the fairway of Hole 11 at the Golden Bear Golf Club, this 4 bed/3 bath immaculate home has gone through extensive renovation totaling over $450,000 in the past 4 years. The open floor plan accentuates the custom outdoor space including a full outdoor kitchen with gas grill, griddle top, refrigerator, and duel top-of-the-line exhaust hoods. The custom pool includes beach entry, infinity spa, floating security alarms, surround sound, lighting, and a waterfall feature everyone will enjoy. 4 overhead fans and an extended lanai covering ensure air flow for even the hottest of days. Custom cherry wood cabinetry and double crown moulding provides luxury feel to every room. Large built in shelving offers plenty of space in both the office and living room. New kitchen appliances are a chef’s dream. The large island is perfect to host parties. The carpeted primary bedroom gives way to a spacious bathroom featuring a large double vanity with cherry wood cabinets as well as a walk-in closet lined with custom shelves and cabinets. 2 other bedrooms are connected with a Jack and Jill bathroom while 1 more bedroom has access to a full bathroom complete with a rainfall shower. This home has been diligently cared for and is ready for a new owner to come and enjoy all of the upgrades indulged in by the previous owners. Keene’s Pointe will be fortunate to have you as the newest community member!

5950 Blakeford Drive, Windermere

$1,170,000
6 Beds 5 Baths Palms At Windermere SubDv. 34786 Zip Code
One or more photo(s) has been virtually staged. The Sweetwater Experience Living in the Sweetwater means embracing a lifestyle where luxury meets practicality. Start your day in the spa-like owner's suite, where dual walk-in closets eliminate the morning rush. Enjoy coffee on the covered patio while the kids prepare for school in their own well-appointed spaces. Throughout the day, dedicated flex spaces provide the perfect environment for productivity and focus, whether working from home or pursuing creative projects. As evening approaches, the flowing layout between the great room, dining area, and covered patio creates an ideal setting for both intimate family gatherings and grand entertaining. Weekends unfold effortlessly as multiple bonus rooms and flex spaces offer everyone their own retreat for hobbies, relaxation, or social activities. Investment Value The Sweetwater represents more than just a home—it's an investment in your future. Timeless architectural design, premium materials and finishes, and energy-efficient features combine to create lasting value. The home's adaptability ensures it will continue to meet your family's needs as they evolve, while its location in a prestigious neighborhood with excellent schools and community amenities supports strong property values. Building Your Legacy The Sweetwater isn't just a house—it's a foundation for creating lasting memories and building your family's legacy. With its thoughtful design, generous proportions, and luxurious amenities, this home stands ready to adapt to your family's changing needs while maintaining its timeless appeal. From the gourmet kitchen to the private owner's retreat, every space has been carefully considered to enhance your daily life. The Next Step Experience the Sweetwater difference for yourself. Our dedicated team stands ready to help you explore this exceptional home and envision your future within its walls. From the moment you step through the door, you'll understand why the Sweetwater represents the pinnacle of modern luxury living. Contact our sales team today to schedule your private tour of the Sweetwater and discover how this remarkable home can elevate your lifestyle to new heights.

14249 Crest Palm Avenue, Windermere